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Synthesis of Some (Triindolyl)dimethanes and (Tetraindolyl)trimethanes
Heterocycles ( IF 0.6 ) Pub Date : 2021-01-08 , DOI: 10.3987/com-20-14397
David StC. Black , Kittya Somphol , Naresh Kumar

Acid catalyzed substitution reactions of 3-substituted-4,6-dimethoxyindole-2,7-dimethanols with 4,6-dimethoxyindoles substituted at C3 and C7 give (triindolyl)dimethanes with 2,2’- and 2,7’-methylene links in good yields. A related example involving a 4,6-dimethoxyindole substituted at C3 and C2 generates the corresponding (triindolyl)dimethane with 2,7’- and 7,7’-methylene links. Similar reactions of 2,7-di(hydroxymethyl)-4,6-dimethoxy-3-methylindole occur with N-methylindole and in the case of 1,2-di(indolyl-1-methyl)benzene generate a 16-membered ring compound in high yield. This methodology was also applied to (diindolyl)-dimethanols to afford a range of tetraindolyl trimethanes.

中文翻译:

某些(三吲哚基)二甲烷和(四氢吲哚基)三甲烷的合成

3-取代的4,6-二甲氧基吲哚-2,7-二甲醇与在C3和C7处取代的4,6-二甲氧基吲哚的酸催化取代反应产生具有2,2'-和2,7'-亚甲基键的(三吲哚基)二甲烷丰产。涉及在C 3和C 2处取代的4,6-二甲氧基吲哚的相关实例产生具有2,7′-和7,7′-亚甲基键的相应的(三亚甲基)二甲烷。2,7-二(羟甲基)-4,6-二甲氧基-3-甲基吲哚与N-甲基吲哚发生类似反应,在1,2-二(吲哚基-1-甲基)苯生成16元环的情况下高产的化合物。该方法学也适用于(二吲哚基)-二甲醇,以提供一系列的四吲哚基三甲烷。
更新日期:2021-03-15
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